Synthesis 2011(8): 1193-1204  
DOI: 10.1055/s-0030-1259980
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart ˙ New York

A Modular Synthetic Route to Dimeric Calixarenes: A New Family of DNA Major Groove Binders

C. J. Bleckinga, W. Hua, R. Zadmardb, A. Dasguptaa, T. Schrader*a
a Department of Chemistry, University of Duisburg-Essen, Universitätsstr. 5, 45117 Essen, Germany
Fax: +49(201)1834252; e-Mail: thomas.schrader@uni-due.de;
b Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Further Information

Publication History

Received 24 December 2010
Publication Date:
31 March 2011 (online)

Abstract

We describe here a general strategy for the synthesis of dimeric anilinium/guanidinium calix[4]arenes with aliphatic and heteroaromatic bridges. These compounds display a remarkably high affinity towards double-stranded (ds) DNA and act by a rare mechanism, i.e., insertion into the wide major groove of the nucleic acids.